Structure Database (LMSD)

Systematic Name
1-O-(6'-(N-methylphosphoethanolaminyl)-β-D-glucopyranosyl)-(N-(2R-hydroxy-docosanoyl)-4R-hydroxy-16-methyl-hexadecasphinganine)
Synonyms
  • (R)-N-[(1S,2S,3R)-1-[[[6-O-[Hydroxy[2-(methylamino)ethoxy]phosphinyl]-beta-D-glucopyranosyl]oxy]methyl]-2,3-dihydroxy-14-methylpentadecyl]2-hydroxydocosaneamide
  • mmPEGC
LM ID
LMSP06040002
Formula
C48H97N2O13P
Exact Mass
Calculate m/z
940.672831
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sphingolipids [SP]
Acidic glycosphingolipids [SP06]
Phosphoglycosphingolipids [SP0604]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Caenorhabditis elegans (#6239)
Chromadorea (#119089)
Phosphorylated glycosphingolipids essential for cholesterol mobilization in Caenorhabditis elegans.,
Nat Chem Biol, 2017
Pubmed ID: 28369040

String Representations

InChiKey (Click to copy)
DZLAOCGIYCMLMV-JWCXELGHSA-N
InChi (Click to copy)
InChI=1S/C48H97N2O13P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-24-27-30-33-41(52)47(57)50-39(43(53)40(51)32-29-26-23-21-20-22-25-28-31-38(2)3)36-60-48-46(56)45(55)44(54)42(63-48)37-62-64(58,59)61-35-34-49-4/h38-46,48-49,51-56H,5-37H2,1-4H3,(H,50,57)(H,58,59)/t39-,40+,41+,42+,43-,44+,45-,46+,48+/m0/s1
SMILES (Click to copy)
[C@](CO[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](COP(=O)(OCCNC)O)O1)([H])(NC([C@H](O)CCCCCCCCCCCCCCCCCCCC)=O)[C@]([H])(O)[C@@H](CCCCCCCCCCC(C)C)O

Other Databases

PubChem CID
132573956

Calculated Physicochemical Properties

Heavy Atoms 64
Rings 1
Aromatic Rings
Rotatable Bonds 44
Van der Waals Molecular Volume 980.06
Topological Polar Surface Area 238.80
Hydrogen Bond Donors 9
Hydrogen Bond Acceptors 15
logP 11.61
Molar Refractivity 259.08

Admin

Created at
27th Sep 2021
Updated at
3rd Oct 2021